Synthesis and characterization of some new thiazolidine-4-one compounds derived from sulfonamide


Thesis Type: Postgraduate

Institution Of The Thesis: Marmara University, Institute Of Health Sciences, Department Of Pharmaceutics Chemistry, Turkey

Approval Date: 2018

Thesis Language: Turkish

Student: ÜMİT DEMİR

Supervisor: Esra Tatar

Abstract:

SYNTHESIS and CHARACTERIZATION of SOME NEW THIAZOLIDINE-4-ONE COMPOUNDS DERIVED FROM SULFONAMIDE

 

ÜMİT DEMİR

Advisor: Asst.Prof. Esra TATAR

DEPARTMENT of PHARMACEUTICAL CHEMISTRY

 

Aim: Recent scientific attempts of our department on several 5-arylidene-1,3-thiazolidin-4-one derivatives have yielded some derivatives with antiviral and anticancer activities and also an increasing number of studies on these type of compounds encouraged us to pursue our efforts to synthesize 5-arylidene-1,3-thiazolidine-4-ones.

Materials and Method: Sulfanilamide was selected as the starting compound to synthesize 5-arylidene-1,3-thiazolidine-4-ones within context of our thesis. Through the reaction of sulfanilamide with chloroacetyl chloride, 2-chloro-N-[4-(sulphamoilphenil)acetamide [1] was gained. 1,3-Thiazolidine-4-one ring system [2] was gained by refluxing compound 1 and ammonium thiocyanate in ethanol. Targeted arilidene compounds [3-14] were synthesized by the reaction of compound 2 with appropriate aromatic aldehydes in sodium methoxyde solution.

Findings: Purity of the synthesized compounds is confirmed by elementel analysis data. Their structures were elucidated by the use of their IR, 1H-NMR and 13C-NMR spectral data.

Results: The synthesized compounds are considered to be evaluated for their antiviral and anticancer activity.

Keywords: 1,3-Thiazolidine-4-one, 5-arylidene-1,3-thiazolidine-4-one, sulfanilamide, anticancer activity, antiviral activity.